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Home > Encyclopedia > Diethylene glycol monomethyl ether

Diethylene glycol monomethyl ether

Diethylene glycol monomethyl ether structure

Diethylene glycol monomethyl ether 

structure
  • CAS No:

    111-77-3

  • Formula:

    C5H12O3

  • Chemical Name:

    Diethylene glycol monomethyl ether

  • Synonyms:

    Ethanol,2-(2-methoxyethoxy)-;2-(2-Methoxyethoxy)ethanol;Diethylene glycol methyl ether;Diethylene glycol monomethyl ether;Diglycol monomethyl ether;Dowanol DM;β-Methoxy-β′-hydroxydiethyl ether;Methyl Carbitol;Poly-Solv DM;Methyl Dioxitol;Methyl digol;3,6-Dioxa-1-heptanol;Ektasolve DM;Hicotol CAR;Ethanol,2,2′-oxybis-,monomethyl ether;2-(2′-Methoxyethoxy)ethanol;Methyldiethylene glycol;2-(2-Methoxyethoxy)ethan-1-ol;NSC 2261;MDG;Bikanol M 2;Hisolve DM;2-Hydroxyethyl 2-methoxyethyl ether;M 0537;Methoxydiethylene glycol;Nycosol 13;Transcultol P;2-(2-Methoxyethoxy) methanol;1552323-12-2

  • Categories:

    Cosmetic Ingredient  >  Dissolving Agent

Description

COLOURLESS LIQUID.


Diethylene glycol monomethyl ether is a colorless liquid with a sweet odor. Floats and mixes with water. (USCG, 1999)|Liquid|COLOURLESS LIQUID.|Colorless liquid with a sweet odor.


Diethylene glycol monomethyl ether is a colorless liquid with a sweet odor. Floats and mixes with water. (USCG, 1999)|2-(2-methoxyethoxy)ethanol is a hydroxypolyether that is the monomethyl ether derivative of diethylene glycol. It has a role as a teratogenic agent and a solvent. It is a hydroxypolyether, a diether and a glycol ether. It derives from a diethylene glycol.

Diethylene glycol monomethyl ether Basic Attributes

120.15

120.15

1697812

203-906-6

465DDJ8G8K

0040

2261

2810

DTXSID3025049

Colorless liquid|Water-white liquid|Light yellow clear liquid

29094200

Characteristics

38.7

-0.9

Clear Liquid

1.035 g/cm3 @ Temp: 20 °C

<-84 °C

193 °C

183 °F

1.413

Solubility in water: very good

Store below +30°C.

0.2 mm Hg ( 20 °C)

4.14 (vs air)

Oral-Rat LD50: 5500 mg/kg; Oral-Mouse LD50: 8222 mg/kg

Combustible in case of open flame, high temperature and strong oxidant; burning emits irritating smoke

1.38-22.7%

Slight or pleasant smell /Solvents/

BITTER

Henry's Law constant = 1.65X10-11 atm-cu m/mol at 25 °C (est)

Wt/gal: 8.51 lb at 20 °C|Conversion factors: 1 ppm = 4.91 mg/cu m; 1 mg/L = 204 ppm at 25 °C, 760 mm Hg; % in saturated air: 0.048% at 25 °C|Hygroscopic|Liquid Molar Volume = 0.118172 cu m/kmol|Hydroxyl radical reaction rate constant = 2.60X10-11 cu cm/molec-sec at 25 °C (est)

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154, 164]. Water soluble.

Alcohols and Polyols

Peroxidizable Compound

DIETHYLENE GLYCOL MONOMETHYL ETHER is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

465 °F (NTP, 1992)|465 °F (240 °C)|215 °C

Lower= 1.2%|Lower flammable limit: 1.38% by volume; Upper flammable limit: 22.7% by volume

160 BTU/lb = 90 cal/g = 3.8X10+5 Joules/kg

Safety Information

2810

1

63

36/37

KL6125000

Xn

Complete packaging, light loading and unloading; warehouse ventilated, away from open flame, high temperature, and stored separately from oxidant

Stable. Incompatible with strong oxidizing agents. Hygroscopic. Store under nitrogen.

P201, P202, P281, P308+P313, P405, P501

H361

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.|Product: This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.|Contaminated packaging: Dispose of as unused product.|PESTICIDE DISPOSAL: Pesticide wastes are toxic. Improper disposal of excess pesticide, spray mixture, or rinsate is a violation of Federal law. If these wastes cannot be disposed of by use according to label instructions, contact your State Pesticide or Environmental Control Agency, or the Hazardous Waste Representative at the nearest EPA RegionalOffice of guidance. /Phillips Fuel Additive 56MB/

Contact of the solid hypochlorite with glycerol, diethylene glycol monomethyl ether or phenol causes ignition within a few min, accompanied by irritant smoke, especially with phenol (formation of chlorophenols).|Glycol ethers, glycols, ketones, and alcohols undergo violent decomposition in contact with 68-72% perchloric acid|Strong oxidizing agents.

Diethylene glycol monomethyl ether is an indirect food additive for use only as a component of adhesives.

Miller RR; Metabolism and Disposition of Glycol Ethers; Drug Metab Rev 18 (1): 1-22 (1987).|Johanson G; Aspects of biological monitoring of exposure to glycol ethers; Toxicol Lett 43 (1-3): 5-21 (1988)|European Chemicals Bureau; IUCLID Dataset, 2-(2-Methoxyethoxy)ethanol (111-77-3) (2000 CD-ROM edition).[Available from, as of February 26, 2007: http://esis.jrc.ec.europa.eu/]

This chemical is combustible. (NTP, 1992)|Combustible. Above 93 °C explosive vapour/air mixtures may be formed.

|Warning|H361d ***: Suspected of damaging the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|H312 (11.36%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P264, P280, P281, P302+P352, P305+P351+P338, P308+P313, P312, P322, P337+P313, P363, P405, and P501|Aggregated GHS information provided by 3881 companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|Danger|H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]|P201, P202, P260, P261, P271, P281, P304+P340, P308+P313, P312, P314, P403+P233, P405, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

Safety goggles. (USCG, 1999)|Eye/face protection: Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Skin protection: Handle with gloves.|Body Protection: Impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Combustible|Combustible when exposed to heat or flame; can react with oxidizing materials

Contact of the solid hypochlorite with glycerol, diethylene glycol monomethyl ether or phenol causes ignition within a few min, accompanied by irritant smoke, especially with phenol (formation of chlorophenols). Ethanol may cause an explosion, as may methanol, undoudtedly owing to formation of the alkyl hypochlorites.|Explosive limits , vol% in air: 1.6-18.1

Wear self contained breathing apparatus for fire fighting if necessary.|Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Use water spray to cool unopened containers.

Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas.|Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations ... Keep in suitable, closed containers for disposal.|Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|If ... materials are agitated or heated, or if skin contact is extensive and prolonged, it is advisable to protect personnel by enclosing process or providing local exhaust ventilation. Skin and eye protection should also be worn if possibility of such contact exists. /Glycols and deriv/|Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

... Not irritating to the skin.

Collect leaking liquid in sealable containers. Wash away remainder with plenty of water.

Separated from strong oxidants. Ventilation along the floor.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

The substance defats the skin, which may cause dryness or cracking. Animal tests show that this substance possibly causes toxicity to human reproduction or development.

NO open flames. Above 93 °C use a closed system and ventilation.

PREVENT GENERATION OF MISTS! AVOID EXPOSURE OF (PREGNANT) WOMEN!

Use ventilation.

Protective gloves.

Wear safety spectacles.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Diethylene glycol monomethyl ether is produced, as an intermediate or final product, by process units covered under this subpart.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.

From a National Survey, diethylene glycol monomethyl ether was detected in 1 of 21 industrial categories of wastewater effluents(1). Wastewater from the paint and ink industries contained diethylene glycol monomethyl ether at an average of 3,571 mg/L(1). Diethylene glycol monomethyl ether was listed as a volatile emission of glycol ether production(2). Diethylene glycol monomethyl ether was detected, not quantified, in 2 of 44 emission samples from furniture(3). Diethylene glycol monomethyl ether was found as a volatile given off of paint removers(4-5) and in disperse colorants(5).

Diethylene glycol monomethyl ether was detected but not quantified in 2 of 44 emission samples from furniture(1).

Toxicity

nontoxic

It has been estimated that the single oral dose /of diethylene glycol/ lethal for humans is approximately 1 mL/kg. /Diethylene glycols/

LD50 Rat oral 5500 mg/kg bw|LD50 Rat oral 6310 mg/kg bw|LD50 Rat ip 2722 mg/kg bw|LD50 Rat ip 3000 mg/kg bw|For more Non-Human Toxicity Values (Complete) data for DIETHYLENE GLYCOL MONOMETHYL ETHER (12 total), please visit the HSDB record page.

Diethylene glycol monomethyl ether's production and use as an additive in jet fuel, diesel fuels, marine fuels, and fuel oils for anti-microbial control of fungi and bacteria found in hydrocarbon fuel systems and/or for anti-icing control(1), a brake fluid component, a solvent used in paints, printing inks, resins, waxes, and dyes(2) may result in its release to the environment through various waste streams(SRC); it's use as a bacteriostat and as an inert ingredient in formulated pesticide products will result in its direct release to the environment(3).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that diethylene glycol monomethyl ether is expected to have very high mobility in soil(SRC). Volatilization of diethylene glycol monomethyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-11 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Diethylene glycol monomethyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.25 mm Hg at 25 °C(3). Aqueous screening test data suggest that biodegradation may be an important removal mechanism of diethylene glycol monomethyl ether in soil: theoretical BOD losses of 0, 21 and 66% when incubated at 20 °C for 5, 10 and 20 days, respectively, were reported(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that diethylene glycol monomethyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.6X10-11 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Diethylene glycol monomethyl ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of -1.18(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Aqueous screening test data suggest that biodegradation may be an important removal mechanism of diethylene glycol monomethyl ether: theoretical BOD losses of 0, 21 and 66% when incubated at 20 °C for 5, 10 and 20 days, respectively, were reported(5).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylene glycol monomethyl ether, which has a vapor pressure of 0.25 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylene glycol monomethyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 13 hours(SRC), calculated from its rate constant of 2.6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Alcohols and ethers do not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, diethylene glycol monomethyl ether is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of diethylene glycol monomethyl ether with photochemically-produced hydroxyl radicals has been estimated as 2.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Diethylene glycol monomethyl ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Diethylene glycol monomethyl ether does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3 was calculated in fish for diethylene glycol monomethyl ether(SRC), using an estimated log Kow of -1.18 and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of diethylene glycol monomethyl ether can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that diethylene glycol monomethyl ether is expected to have very high mobility in soil.

The Henry's Law constant for diethylene glycol monomethyl ether is estimated as 1.6X10-11 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that diethylene glycol monomethyl ether is expected to be essentially nonvolatile from moist soil and water surfaces(2). Diethylene glycol monomethyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.25 mm Hg(3).

DRINKING WATER: Diethylene glycol monomethyl ether was listed as a contaminant found in drinking water for a survey of US cities including Pomona, Escondido, Lake Tahoe and Orange Co, CA, and Dallas TX, Washington DC, Cincinnati OH, Philadelphia PA, Miami FL, New Orleans LA, Ottumwa IA, and Seattle WA(1).

Diethylene glycol monomethyl ether was identified but not quantified in roasted and boiled Chinese chestnuts (Castanea molissima)(1).

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of diethylene glycol monomethyl ether is 1000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 290,501 workers (50,151 of these were female) were potentially exposed to diethylene glycol monomethyl ether in the US(1). Occupational exposure to diethylene glycol monomethyl ether may occur through inhalation and dermal contact with this compound at workplaces where diethylene glycol monomethyl ether is produced or used. Monitoring and use data indicate that the general population may be exposed via inhalation of ambient air, ingestion of food and contaminated drinking water, and dermal contact with products containing diethylene glycol monomethyl ether(SRC).

Drug Information

EXPL : Structure activity studies with nine glycol alkyl ethers were conducted with a cellular leukemia transplant model in male Fischer rats to measure the effects on neoplastic progression in transplant recipients. Chemicals were given ad libitum in the drinking water simultaneously with the transplants and continued throughout the study. In all, 20 million leukemic cells were injected sc into syngeneic rats, which after 60 days resulted in a 10-fold increase in relative spleen weights, a 100-fold increase in white blood cell counts, and a 50% reduction in red blood cell indices and platelet counts. Ethylene glycol monomethyl ether given at a dose of 2.5 mg/mL in the drinking water completely eliminated all clinical, morphological, and histopathological evidence of leukemia, whereas the same dose of ethylene glycol monoethyl ether reduced these responses by about 50%. Seven of the glycol ethers were ineffective as anti-leukemic agents, including ethylene glycol, the monopropyl, monobutyl, and monophenyl ethylene glycol ethers, diethylene glycol, and the monomethyl and monoethyl diethylene glycol ethers.

Retrocaval ureter is a very rare condition. In light of the experimental studies, one of the etiologic factors seems to be maternal contact with diethylene glycol monomethyl ether or ethylene glycol monomethyl ether. A case of cardiovascular, skeletal, and retrocaval ureter anomalies caused by possible maternal contact while pregnant with these materials at her work in a textile factory is presented.

It has been estimated that the single oral dose /of diethylene glycol/ lethal for humans is approximately 1 mL/kg. /Diethylene glycols/

... /It is/ absorbed by skin ... .|... Material can be absorbed through skin of rabbits in toxic amounts... .|To assist evaluation of the hazards of skin contact with selected undiluted glycol ethers, their absorption across isolated human abdominal epidermis was measured in vitro. Epidermal membranes were set up in glass diffusion cells and, following an initial determination of permeability to tritiated water, excess undiluted glycol ether was applied to the outer surface for 8 hr. The appearance of glycol ether in an aqueous receptor phase bathing the underside of the epidermis was quantified by a gas chromatographic technique. A final determination of tritiated water permeability was compared with initial values to establish any irreversible alterations in epidermal barrier function induced by contact with the glycol ethers. 2-methoxyethanol (EM) was most readily absorbed (mean steady rate 2.82 mg/sq cm/hr), and a relatively high absorption rate (1.17 mg/sq cm/hr) was also apparent for 1-methoxypropan-2-ol (PM). There was a trend of reducing absorption rate with increasing molecular weight or reducing volatility for monoethylene glycol ethers (EM, 2.82 mg/sq cm/hr; 2-ethoxyethanol, EE, 0.796 mg/sq cm/hr; 2-butoxyethanol, EB, 0.198 mg/sq cm/hr) and also within the diethylene glycol series: 2-(2-methoxyethoxy) ethanol (DM, 0.206 mg/sq cm/hr); 2-(2-ethoxyethoxy) ethanol (DE, 0.125 mg/sq cm/hr) and 2-(2-butoxyethoxy) ethanol (DB, 0.035 mg/sq cm/hr). The rate of absorption of 2-ethoxyethyl acetate (EEAc) was similar to that of the parent alcohol, EE. Absorption rates of diethylene glycol ethers were slower than their corresponding monoethylene glycol equivalents. Combination of intrinsic toxicity and ability to pass across skin contribute to assessment of hazards of contact with undiluted glycol ethers.|The toxicity of bis(2-methoxyethyl)ether was studied in rats. Male Sprague-Dawley rats were given 0.051, or 5.1 mmol/kg (14)C labeled bis(2-methoxyethyl)ether orally. The principal urinary metabolites were (2-methoxyethoxy)acetic acid and methoxyacetic acid which accounted for around 70 and 6% of the doses, respectively. Smaller amounts of N-(methoxyacetyl)glycine, diglycolic acid, 2-methoxyethanol, and 2-(2-methoxyethoxy)ethanol were found. Only unchanged bis(2-methoxyethyl)ether was found in the volatile organic fraction of the expired air. Additionally, rats were given up to 20 daily doses of 5.1 mmol/kg 2-(2-methoxyethoxy)ethanol or (2-methoxyethoxy)acetic acid at on days 3 through 21. 2-(2-Methoxyethoxy)ethanol and (2-methoxyethoxy)acetic acid induced no gross or histopathological testicular changes. Bis(2-methoxyethyl)ether metabolism proceeds primarily through an O-demethylation pathway, followed by oxidation to (2-methoxyethoxy)acetic acid. The lack of toxicity of 2-(2-methoxyethoxy)ethanol and (2-methoxyethoxy)acetic acid suggests that the testicular toxicity of bis(2-methoxyethyl)ether may be due to methoxyacetic acid, a minor metabolite.

...Male Sprague-Dawley rats were given 0.051, or 5.1 mmol/kg (14)C labeled bis(2-methoxyethyl)ether orally. The principal urinary metabolites were (2-methoxyethoxy)acetic acid and methoxyacetic acid which accounted for around 70 and 6% of the doses, respectively. Smaller amounts of N-(methoxyacetyl)glycine, diglycolic acid, 2-methoxyethanol, and 2-(2-methoxyethoxy)ethanol were found. Only unchanged bis(2-methoxyethyl)ether was found in the volatile organic fraction of the expired air. ...Bis(2-methoxyethyl)ether metabolism proceeds primarily through an O-demethylation pathway, followed by oxidation to (2-methoxyethoxy)acetic acid. The lack of toxicity of 2-(2-methoxyethoxy)ethanol and (2-methoxyethoxy)acetic acid suggests that the testicular toxicity of bis(2-methoxyethyl)ether may be due to methoxyacetic acid, a minor metabolite.

Liquid may irritate eyes. (USCG, 1999)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)


Fresh air, rest.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

First Aid: Have the product container or label with you when calling a poison control center or doctor, or going for treatment. If swallowed: Call poison control center or doctor immediately for treatment advice. Do not give any liquid to the person. Do not induce vomiting unless told to do so by the poison control center or doctor. Do not give anything by mouth to an unconscious person. If inhaled: Move person to fresh air. If person is not breathing, call 911 or an ambulance, then give artificial respiration, preferably by mouth-to-mouth, if possible. Call a poison control center or doctor for further treatment advice. If on skin or clothing: Take off contaminated clothing. Rinse skin immediately with plenty of water for 15-20 minutes. Call a poison control center or doctor for further advice. If in eyes: Hold eye open and rinse slowly and gently with water for 15-20 minutes. Remove contact lenses, if present, after the first 5 minutes, then continue rinsing eye. Call a poison control center or doctor for treatment advice. NOTE TO PHYSICIAN: This product is a petroleum distillate. Vomiting may cause aspiration pneumonia. /Phillips Fuel Additive 56 MB/|Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Ethylene glycol, glycols, and related compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Ethylene glycol, glycols, and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ethylene glycol, glycols, and related compounds/

/HUMAN EXPOSURE STUDIES/ ... Diethylene glycol methyl ether at a concentration of 20% in petrolatum when applied as a closed patch test for 48 hours caused no irritation or sensitization in 25 human subjects.|/SIGNS AND SYMPTOMS/ B. 1. Central nervous depression ... 2. No hypocalcemic tetany or metabolic acidosis ... 3. Nausea, vomiting, and sometimes diarrhea. 4. ... Headache. Later abdominal and lumbar pain and costovertebral angle tenderness. 5. Transient polyuria and then oliguria, progressing to anuria. 6. Acute renal failure ... 7. Pathological lesions may appear in brain, lung, liver, meninges and heart. 8. Observations in animals suggest remote possibility of pulmonary edema, intravascular hemolysis and bone marrow depression ... . /Diethylene glycol/|/CASE REPORTS/ Retrocaval ureter is a very rare condition. In light of the experimental studies, one of the etiologic factors seems to be maternal contact with diethylene glycol monomethyl ether or ethylene glycol monomethyl ether. A case of cardiovascular, skeletal, and retrocaval ureter anomalies caused by possible maternal contact while pregnant with these materials at her work in a textile factory is presented.|/SURVEILLANCE/ /The aim is/ to study health effects in hospital cleaners (N = 21) at floor polish removal and application. The cleaners were investigated before exposure (Monday = day 1), after polish removal work (day 2), and after application of floor polish (day 3). Ratings of symptoms, tear-film break-up-time (BUT), nasal patency and biomarkers in nasal lavage were studied. There was a significant increase both day 2 and day 3, as compared to pre-exposure, in ocular, nasal, throat symptoms, solvent smell, dyspnea, and general symptoms such as headache and fatigue. Posterior nasal patency was decreased day 2 (p < 0.01) and day 3 (p < 0.01). No change of nasal biomarkers (eosinophil cationic protein (ECP), myeloperoxidase (MPO), lysozyme, albumin) was seen. BUT was decreased after polish removal (p < 0.01), but not after polish application. Separate test of the weekday effect in non-exposed showed slight improvements, or no change of symptoms or clinical signs from Monday to Wednesday. Air concentrations of ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, diethylene glycol monoethyl ether and ethylene glycol phenyl ether 103, 666, 13,650, 7,000, 67, and 27 ug/cu m, respectively, at polish application. Glycol ether levels were reduced to 3% after 2 days and 0.3% after 17 days. Emissions from a common water-based polish remover and floor polish system may cause ocular and airway irritation and general symptoms, and reduce tear-film stability and nasal patency. The levels of glycol ethers had a rapid decay.|For more Human Toxicity Excerpts (Complete) data for DIETHYLENE GLYCOL MONOMETHYL ETHER (7 total), please visit the HSDB record page.

2-(2-methoxyethoxy)ethanol

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

Dry skin.

Diethylene glycol monomethyl ether Use and Manufacturing

Methods of Manufacturing

From ethylene glycol monomethyl ether and ethylene oxide reaction.

Uses

Used as a high-boiling solvent for inks, dyes, resins, cellulose and coatings, and also used in organic synthesis. The oral LD50 of this product to rats is 9200mg/kg. Used as a solvent for nitrocellulose, resin, wood coloring dyes, inks, alcohol ether dyes, also used as an extractant, improver, etc.; used as a solvent and intermediate for the preparation of ester derivatives; used as a nitrocellulose , Resin, wood coloring dye, ink, alcohol ether dye solvent, also used as extractant, improver and intermediate; solvent. Organic synthesis intermediates.


Fuels and fuel additives


Automotive care products

Production

50,000,000 - 100,000,000 lb|(1972) 5.75X10+9 GRAMS|(1975) 7.12X10+9 GRAMS|(1983) 1.59X10+10 g /Diethylene glycol esters, ethers, etc/|(2006) 1,612 million lb annual capacity /Glycol ethers/|For more U.S. Production (Complete) data for DIETHYLENE GLYCOL MONOMETHYL ETHER (8 total), please visit the HSDB record page.

Phillips Fuel Additive 56 MB (Conocophillips Company): Active Ingredient: Diethylene glycol monomethyl ether 99.7%.|Grade: Technical

All other basic organic chemical manufacturing|Ethanol, 2-(2-methoxyethoxy)-: ACTIVE|Temperature, pressure, mole ratios of reactants and catalysts are chosen to yield the desired product mix. High ratios of ethylene oxide to alcohol are used to favor production of monoethers of diethylene glycol. /Glycol ethers/

Gas chromatography is likely to be the analytical method for final analysis. Infrared absorption is sometimes used. /Glycol ethers/|The presence of diethylene glycol monomethyl ether in printing inks was measured using headspace gas chromatograpy with flame ionization detection.

Computed Properties

Molecular Weight:120.15
XLogP3:-0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:120.078644241
Monoisotopic Mass:120.078644241
Topological Polar Surface Area:38.7
Heavy Atom Count:8
Complexity:38.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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